1966 Chrysler 300 two-door hardtop in San Francisco. Now we're approaching five hundred. Here's another '66 Chrysler 300 in San Francisco, but this time it's a drop-top.
The convertible is rather special as only 2,500 were built, making it the second-rarest 300 that year. A special 300 pillared sedan was supposedly made for Canada and called Saratoga rather than 300; only 2,353 were built and must not have survived because I can't even find a picture of one online. (Wikipedia claims otherwise, saying that Canadians got 300 sedans in place of the outgoing Saratoga for '66, just built with Newport/Windsor taillights.) I don't even know.